Mechanism of intramolecular C-H bond activation in [(LCu) 2(μ-O)2]2+ (L = 1,4,7-trialkyl-1,4,7-triazacyclononane): Quantum mechanical/molecular mechanical modeling

Journal of Molecular Structure: THEOCHEM

Volumn 632, Issue 1-3, 2003, Pages 111-120

  Cramer, Christopher J ^a   Kinsinger, Christopher R ^a   Pak, Youngshang ^b  

^a University of Minnesota   (United States)

^b Pusan National University   (South Korea)

Author keywords

Binuclear copper complex; C H bond activation; Hydrogen atom transfer; Kinetic isotope effect; Oxygen activation; Tunneling

Indexed keywords

ALDEHYDE; COPPER COMPLEX; COPPER DERIVATIVE; OXYGEN DERIVATIVE;

AQUEOUS SOLUTION; ARTICLE; CALCULATION; CHEMICAL BOND; CHEMICAL REACTION KINETICS; DEALKYLATION; HYDROLYSIS; MOLECULAR MECHANICS; PROTON TRANSPORT; QUANTUM MECHANICS; THEORY;

EID: 0242642889     PISSN: 01661280     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0166-1280(03)00292-6     Document Type: Article

References (39)

1. E.I. Solomon, M.J. Baldwin, M.D. Lowery, Chem. Rev. 92 (1992) 521.
2. E.I. Solomon, U.M. Sundaram, T.E. Machonkin, Chem. Rev. 96 (1996) 2563.
3. J.P. Klinman, Chem. Rev. 96 (1996) 2541.
4. L. Que, W.B. Tolman, Angew. Chem., Int Ed. Engl. 41 (2002) 1114.
5. I. Blain, M. Pierrot, M. Giorgi, M. Reglier, Compt. Rend. Acad. Sci. Paris 4 (2001) 1.
6. N.J. Blackburn, F.C. Rhames, M. Ralle, S. Jaron, J. Biol. Inorg. Chem. 5 (2000) 341.
7. J. Stubbe, W.A. van der Donk, Chem. Rev. 98 (1998) 705.
8. D.M. Dooley, J. Biol. Inorg. Chem. 4 (1999) 1.
9. H. Decker, R. Dillinger, F. Tuczek, Angew. Chem., Int Ed. Engl. 39 (2000) 1591.
10. T. Klabunde, C. Eicken, J.C. Sacchettini, B. Krebs, Nat. Struc. Biol. 5 (1998) 1084.
11. S. Mahapatra, J.A. Halfen, W.B. Tolman, J. Am. Chem. Soc. 118 (1996) 11575.
12. S. Itoh, M. Taki, H. Nakao, P.L. Holland, W.B. Tolman, L. Que, S. Fukuzumi, Angew. Chem., Int Ed. Engl. 39 (2000) 3398.
13. S. Mahapatra, J.A. Halfen, E.C. Wilkinson, G. Pan, X. Wang, V.G. Young, C.J. Cramer, L. Que, W.B. Tolman, J. Am. Chem. Soc. 118 (1996) 11555.
14. C.J. Cramer, Y. Pak, Theor. Chem. Acc. 105 (2001) 477.
15. F. Maseras, K. Morokuma, J. Comp. Chem. 16 (1995) 1170.
16. A.K. Rappé, C.J. Casewit, K.S. Colwell, W.A. Goddard III, W.M. Skiff, J. Am. Chem. Soc. 10035 (1992) 10046.
17. B.J. Lynch, P.L. Fast, M. Harris, D.G. Truhlar, J. Phys. Chem., A 104 (2000) 4811.
18. C. Adamo, V. Barone, J. Chem. Phys. 108 (1998) 664.
19. J. Perdew, Y. Wang, Phys. Rev. B 45 (1992) 13244.
20. K. Burke, J.P. Perdew, Y. Wang, in: J.F. Dobson, G. Vignale, M.P. Das (Eds.), Electronic Density Functional Theory. Recent Progress and New Directions, Plenum Press, New York, 1998, p. 81.
21. T.H. Dunning, P.J. Hay, in: H.F. Schaefer III (Ed.), Methods of Electron Structure Theory, vol. 2, Plenum, New York, 1977, p. 1.
22. P.J. Hay, W.R. Wadt, J. Chem. Phys. 82 (1985) 270.
23. J. Baker, A. Scheiner, J. Andzelm, Chem. Phys. Lett. 216 (1993) 380.
24. C.J. Cramer, J. Am. Chem. Soc. 120 (1998) 6261.
25. S.L. Debbert, C.J. Cramer, Int. J. Mass. Spectrom. 201 (2000) 1.
26. Y. He, J. Gräfenstein, E. Kraka, D. Cremer, Mol. Phys. 98 (2000) 1639.
27. J. Grafenstein, D. Cremer, Mol. Phys. 99 (2001) 981.
28. W.T.G. Johnson, C.J. Cramer, J. Am. Chem. Soc. 123 (2001) 923.
29. C.J. Cramer, J. Thompson, J. Phys. Chem., A 105 (2001) 2091.
30. C.J. Cramer, Essentials of Computational Chemistry: Theories and Models, Wiley, Chichester, 2002.
31. E. Wigner, Trans. Faraday Soc. 34 (1938) 29.
32. R.T. Skodje, D.G. Truhlar, J. Phys. Chem. 85 (1981) 624.
33. C. Eckart, Phys. Rev. 34 (1930) 1303.
34. J.I. Steinfeld, J.S. Francisco, W.L. Hase, Chemical Kinetics and Dynamics, second ed., Prentice-Hall, New York, 1999.
35. C.J. Cramer, D.G. Truhlar, Chem. Rev. 99 (1999) 2161.
36. D. Bashford, D.A. Case, Annu. Rev. Phys. Chem. 51 (2000) 129.
37. G.D. Hawkins, C.J. Cramer, D.G. Truhlar, J. Phys. Chem., B 102 (1998) 3257.
38. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, V.G. Zakrzewski, J.A. Montgomery, R.E. Stratmann, J.C. Burant, S. Dapprich, J.M. Millam, A.D. Daniels, K.N. Kudin, M.C. Strain, O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Mennucci, C. Pomelli, C. Adamo, S. Clifford, J. Ochterski, G.A. Petersson, P.Y. Ayala, Q. Cui, K. Morokuma, P. Salvador, J.J. Dannenberg, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J. Cioslowski, J.V. Ortiz, A.G. Baboul, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. Gomperts, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, J.L. Andres, C. Gonzalez, M. Head-Gordon, E.S. Replogle, J.A. Pople, GAUSSIAN 98 (Revision A.10), Gaussian, Inc., Pittsburgh, PA, 2001
39. G.D. Hawkins, D.J. Giesen, G.C. Lynch, C.C. Chambers, I. Rossi, J.W. Storer, J. Li, P. Winget, D. Rinaldi, D.A. Liotard, C.J. Cramer, D.G. Truhlar, AMSOL-version 6.6, University of Minnesota, Minneapolis, 1999